Aniline → N1-Benzyl-N2-phenylethane-1,2-diamine hydrochloride

HRID 2393276Notes

Reaction equation

HRID 2393276 reaction equation
Cl.[CH2:2]([NH:9][CH2:10][CH2:11][Cl:12])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[NH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>C1(C)C=CC=CC=1>[ClH:12].[CH2:2]([NH:9][CH2:10][CH2:11][NH:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 6115AnilineHCID 13054189Benzenemethanamine, N-(2-chloroethyl)-, hydrochloride (1:1)

Product 1

HCID 12366334N1-Benzyl-N2-phenylethane-1,2-diamine hydrochloride

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of 2 (8.618 g, 42.0 mmol) and aniline (11.75 g, 126 mmol) in toluene (40 mL) was heated to 130° C. (1.5 h). The mixture was triturated with dichloromethane (200 mL) and filtered. Recrystallization from ethanol (220 mL) afforded the title compound 3 as white crystals.

Workup

  1. customThe mixture was triturated with dichloromethane (200 mL)
  2. filtrationfiltered
  3. customRecrystallization from ethanol (220 mL)

Sources & evidence

ORD record
ord-6a9ef26211ae4c7cbce7c6e78ffb1c31
Source dataset
uspto-grants-1998_09
Patent number
US05807856

Reaction notes

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